Newport Gangster Tour

Tucked away near the banks of the Ohio River stands the other Sin City. Or at least it used to be, during the days when bootlegging formed a powerful underground economy. When a group of teachers and history buffs needed money for school service projects in Central America, they decided to raise funds by starting tours that explored this seamy history, according to the Knoxville News Sentinel. A few years and many local accolades later, knowledgeable guides continue expounding upon the town’s rich history of mobsters, gamblers, and ladies of the night.

Tours stroll down Newport blocks littered with buildings once occupied by speakeasies, brothels, and the site of Al Capone’s failed early restaurant career, Al Calzone. Along the way, guides tie the rich past to the rise of the modern-day gaming industry and Newport’s connections to famous crime figures.